三甲基-[2-(4-甲基苯基)乙炔基]锡烷 | 231299-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 三甲基-[2-(4-甲基苯基)乙炔基]锡烷
• 英文名称: p-methyl-phenyl(trimethylstannyl)acetylene
• 英文别名: 1-trimethylstannyl-2-(p-tolyl)acetylene；Trimethyl[(4-methylphenyl)ethynyl]stannane；trimethyl-[2-(4-methylphenyl)ethynyl]stannane
• CAS: 231299-73-3
• 化学式: C₁₂H₁₆Sn
• 分子量: 278.969
• InChiKey: NVBXSAIZXHIUHF-UHFFFAOYSA-N

物化性质

• 沸点：
  266.7±33.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  三甲基-[2-(4-甲基苯基)乙炔基]锡烷 以 甲苯 为溶剂， 生成 1-(1,3,2-benzothiaoxaborolyl)-2-tolylacetylene
  参考文献：
  名称：

  钴介导的硼炔环低聚反应

  摘要：

  双(二乙氨基)乙炔(1)与锂和氯双(二甲氨基)硼烷反应生成1-[双(二甲氨基)硼基]-2-(二乙氨基)乙炔(2)。用氯双（二异丙基氨基）硼烷处理 1-芳基-2-（三甲基甲锡烷基）乙炔 3 导致定量形成 1-芳基-2-[双（二异丙基氨基）硼基]乙炔化合物 4. 1-芳基-2-硼基乙炔衍生物 5、6 和 7 通过 3 与适当的卤代硼烷反应，或 4 与 2 当量 HCl 和 1 当量儿茶酚、二硫代儿茶酚和 2-羟基苯硫酚反应得到。5a-d 与 [CpCo(CO)2] 或 [Co2(CO)8] 的催化环三聚反应导致三硼基苯衍生物 8a-d 和 8a'-d' 的异构混合物，而 6a-d 和 7a-b仅使用催化量的 [Co2(CO)8] 进行环三聚，分别得到三硼基苯衍生物 12a-d/12a'-d' 和 13a-b/13a'-b' 的异构混合物。2与化学计量的(η5-环戊二烯基)双(乙烯)钴反应生成(

  DOI：

  10.1002/ejic.200400063
• 作为产物：
  描述：

  4-甲苯基乙炔 、 trimethylstannyl sodium 以 氨 为溶剂， 以70%的产率得到trans-p-MeC6H4CHCHSnMe3
  参考文献：
  名称：

  Klyuchinskii, S. A.; Zavgorodnii, V. S.; Petrov, A. A., Journal of general chemistry of the USSR, 1983, vol. 53, p. 2301 - 2305

  摘要：

  DOI：

文献信息

• μ-Carbon−Carbon Bonds of Dinuclear Manganese Half-Sandwich Complexes as Electron Reservoirs
  作者：Koushik Venkatesan、Olivier Blacque、Thomas Fox、Montserrat Alfonso、Helmut W. Schmalle、Sohrab Kheradmandan、Heinz Berke

  DOI：10.1021/om049284c

  日期：2005.2.1

  The mononuclear vinylidene complexes of the type Mn(C5H4R')(R"2PCH2CH2PR"(2))(=C= C(R')(SnMe3)) were obtained by the reaction Of Mn(C5H4R')(eta(6)-cycloheptatriene) (R' = H, 1a; CH3, 1b) with 1 equiv of R-1-C drop C-SnMe3 (R-1 = SnMe3, C6H5, C4H3S, C6H4CH3) and R"2PCH2CH2PR"(2) (R" = CH3 (dmpe), C2H5 (depe)) in toluene at 50degreesC for 3 h. The reactions of these tin-substituted complexes with 1 equiv of 1.0 M TBAF yielded the corresponding parent vinylidene species Mn(C5H4R')(R"2PCH2CH2PR"(2))(=C=C(R-1)(H)). Treatment of some of these vinylidene species with 1 equiv of [Cp2Fe][PF6] led to the oxidative coupling product [(C5H4R')(R"2PCH2CH2PR"(2))MndropC-CHR1-CHR1-CdropMn(R"2PCH2CH2PR"(2))(C5H4R')]-[PF6](2) (R' = CH3, R" = CH3, R-1 = H; R'= CH3, R" = CH3, R-1 = C6H5; R' = CH3, R" = CH3, R-1 = C4H3S; R' = H, R" = C2H5, R-1 = H; R' = H, R" = C2H5, R-1 = C6H5; R' = H, R" C2H5, R-1 = C4H3S). In some cases these products of oxidative coupling, [(C5H4R')(R"2PCH2CH2-PR"(2))Mn drop C-CHR1-CHR1-CdropMn(R"2PCH2CH2PR"(2))(C5H4R')][PF6](2), were accompanied by formation of dinuclear complexes of the type [(C5H4R')(R"2PCH2CH2PR"(2))MndropC-CR1=CR1-CdropMn(R"2PCH2CH2PR"(2))(C5H4R')][PF6](2) and of the cationic carbyne complexes [(C5H4R')(R"2PCH2CH2PR"(2))MndropC-CH2R1] [PF6] obtained by proton transfer. Reduction of these dinuclear complexes with CP2*Co yielded back the corresponding mononuclear precursor complexes involving a reductive decoupling process. Both the reductive coupling and the oxidative coupling are fully reversible, which is supported by DFT calculations. The mononuclear and the dinuclear compounds were characterized by NMR, IR, and cyclic voltammetric studies. X-ray diffraction studies have been performed on complexes 3a, 11, 13a, 15a, and 22b.
• Synthesis and characterisation of mono-acetylide and unsymmetrical bis-acetylide complexes of ruthenium and osmium: X-ray structure determinations on [(dppe)2Ru(Cl)(CC–C6H4-p-NO2)], [(dppe)2Ru(Cl)(CC–C6H3-o-CH3-p-NO2)] and [(dppm)2Os(CC–C6H4-p-CH3)(CC–C6H4-p-NO2)]
  作者：Muhammad Younus、Nicholas J. Long、Paul R. Raithby、Jack Lewis、Nicola A. Page、Andrew J.P. White、David J. Williams、Michael C.B. Colbert、Andrew J. Hodge、Muhammad S. Khan、David G. Parker

  DOI：10.1016/s0022-328x(98)01123-1

  日期：1999.4

  The synthesis of a series of metal mono-acetylides trans-[(dppe)(2)Ru(Cl)(C=C-R)] (R = C6H4-p-C6H5, C6H4-p-CH3, C6H4-p-NO2, C6H3-o-CH3-p-NO2, dppe = Ph2PCH2CH2PPh2), and unsymmetrical metal bis-acetylides trans-[(dppm)(2)M(C=C-R)(C=C-R)]; (M = Ru, Os; R = C6H4-p-NO2, R' = C6H5, C6H4-p-CH3; R = C6H5, R' = C6H4-p-CH3) using a variety of sigma-acetylide coupling reactions is reported. Three compounds have been structurally characterised, including the unsymmetrical trans[(dppm)(2)Os(C=C-R)(C=C-R')] (R = C6H4-p-CH3, R' = C6H4-p-NO2] which shows the 'rigid-rod' nature of the acetylide-metalacetylide linkage. The electrochemistry of symmetrical and unsymmetrical Ru(II) complexes demonstrates the role of the acetylide and the auxiliary ligands in determining the ease of oxidation at the metal centre whilst W-vis spectral changes illustrate the influence of electron-withdrawing and -donating ligands. (C) 1999 Elsevier Science S.A. All rights reserved.
• Cobalt‐Mediated Cyclooligomerization Reactions of Borylacetylenes
  作者：Avijit Goswami、Claus‐Jürgen Maier、Hans Pritzkow、Walter Siebert

  DOI：10.1002/ejic.200400063

  日期：2004.7

  Reaction of bis(diethylamino)acetylene (1) with lithium and chlorobis(dimethylamino)borane yields 1-[bis(dimethylamino)boryl]-2-(diethylamino)acetylene (2). Treatment of 1-aryl-2-(trimethylstannyl)acetylenes 3 with chlorobis(diisopropylamino)borane results in the quantitative formation of 1-aryl-2-[bis(diisopropylamino)boryl]acetylene compounds 4. The 1-aryl-2-borylacetylene derivatives 5, 6, and 7

  双(二乙氨基)乙炔(1)与锂和氯双(二甲氨基)硼烷反应生成1-[双(二甲氨基)硼基]-2-(二乙氨基)乙炔(2)。用氯双（二异丙基氨基）硼烷处理 1-芳基-2-（三甲基甲锡烷基）乙炔 3 导致定量形成 1-芳基-2-[双（二异丙基氨基）硼基]乙炔化合物 4. 1-芳基-2-硼基乙炔衍生物 5、6 和 7 通过 3 与适当的卤代硼烷反应，或 4 与 2 当量 HCl 和 1 当量儿茶酚、二硫代儿茶酚和 2-羟基苯硫酚反应得到。5a-d 与 [CpCo(CO)2] 或 [Co2(CO)8] 的催化环三聚反应导致三硼基苯衍生物 8a-d 和 8a'-d' 的异构混合物，而 6a-d 和 7a-b仅使用催化量的 [Co2(CO)8] 进行环三聚，分别得到三硼基苯衍生物 12a-d/12a'-d' 和 13a-b/13a'-b' 的异构混合物。2与化学计量的(η5-环戊二烯基)双(乙烯)钴反应生成(
• Klyuchinskii, S. A.; Zavgorodnii, V. S.; Petrov, A. A., Journal of general chemistry of the USSR, 1983, vol. 53, p. 2301 - 2305
  作者：Klyuchinskii, S. A.、Zavgorodnii, V. S.、Petrov, A. A.

  DOI：——

  日期：——